Term: dipolar aprotic solvent https://doi.org/10.1351/goldbook.D01751 Definition: A solvent with a comparatively high relative permittivity (or dielectric constant), greater than ca. 15, and a sizable permanent dipole moment, that cannot donate suitably labile hydrogen atoms to form strong hydrogen bonds, e.g. dimethyl sulfoxide. The term (and its alternative 'polar aprotic solvent') is a misnomer and is therefore discouraged. Such solvents are usually not aprotic but protophilic (and at most weakly protogenic). In describing a solvent it is better to be explicit about its essential properties, e.g. dipolar and non-protogenic. Related Terms: 1) relative permittivity (http://doi.org/10.1351/goldbook.R05273). 2) dielectric constant (http://doi.org/10.1351/goldbook.D01697). 3) aprotic (http://doi.org/10.1351/goldbook.A00425). 4) protophilic (http://doi.org/10.1351/goldbook.P04916). 5) protogenic (http://doi.org/10.1351/goldbook.P04904). 6) dipole moment (http://doi.org/10.1351/goldbook.D01761). 7) labile (http://doi.org/10.1351/goldbook.L03432). 8) polar aprotic solvent (http://doi.org/10.1351/goldbook.P04708). Source: PAC, 1994, 66, 1077. 'Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994)' on page 1106 (https://doi.org/10.1351/pac199466051077) Citation: 'dipolar aprotic solvent' in IUPAC Compendium of Chemical Terminology, 5th ed. International Union of Pure and Applied Chemistry; 2025. Online version 5.0.0, 2025. https://doi.org/10.1351/goldbook.D01751 License: The IUPAC Gold Book is licensed under Creative Commons Attribution-ShareAlike CC BY-SA 4.0 International (https://creativecommons.org/licenses/by-sa/4.0/) for individual terms. Disclaimer: The International Union of Pure and Applied Chemistry (IUPAC) is continuously reviewing and, where needed, updating terms in the Compendium of Chemical Terminology (the IUPAC Gold Book). Users of these terms are encouraged to include the version of a term with its use and to check regularly for updates to term definitions that you are using.